Journal of Natural Products 最新文献

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Structural Revision of the Pyrone Natural Product Syzysamalactone via Synthesis 吡咯酮天然产物Syzysamalactone的合成结构修正
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-09-25 Epub Date: 2026-09-07 DOI: 10.1021/acs.jnatprod.6c00599
Raju Dupud, Dilna Fathima, Sahla Latheef, Sunil Kumar Nechipadappu, Choppari Thirupathi, Remya Ramesh
{"title":"Structural Revision of the Pyrone Natural Product Syzysamalactone via Synthesis","authors":"Raju Dupud,&nbsp;Dilna Fathima,&nbsp;Sahla Latheef,&nbsp;Sunil Kumar Nechipadappu,&nbsp;Choppari Thirupathi,&nbsp;Remya Ramesh","doi":"10.1021/acs.jnatprod.6c00599","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00599","url":null,"abstract":"<p>The first synthesis of the proposed structure of a neuroprotective natural product, syzysamalactone, was accomplished starting from 4-ethylcyclohexane-1,3-dione. The synthesis features a one-pot Michael addition annulation cascade to 2-pyrone in water as a solvent. The spectral data of the synthetic product did not match the reported data, indicating the need for structural revision. A significant difference in the chemical shift of the carbonyl carbon suggested a 4-pyrone skeleton, which was subsequently confirmed by synthesis. The racemic mixture was resolved by chiral HPLC, and the natural product was assigned the (<em>S</em>, <em>S</em>) configuration by XRD analysis of its 4-nitrobenzoate ester.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 9","pages":"2726–2733"},"PeriodicalIF":3.7,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149153114","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chemotaxonomic Map of Labdane Diterpenoids in Acanthaceae 刺科Labdane二萜的化学分类图谱
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-09-25 Epub Date: 2026-09-11 DOI: 10.1021/acs.jnatprod.6c00498
Daniel Domingo-Fernández, Patrick Slack, Ifra Saifi, Adam Bayless, William Wen, António Preto, Erik DeBloois, Jennifer Shipp, Tendai Chisowa, August Allen, Daniel Wee, Viswa Colluru, Biswapriya B. Misra, Andrew Katz
{"title":"Chemotaxonomic Map of Labdane Diterpenoids in Acanthaceae","authors":"Daniel Domingo-Fernández,&nbsp;Patrick Slack,&nbsp;Ifra Saifi,&nbsp;Adam Bayless,&nbsp;William Wen,&nbsp;António Preto,&nbsp;Erik DeBloois,&nbsp;Jennifer Shipp,&nbsp;Tendai Chisowa,&nbsp;August Allen,&nbsp;Daniel Wee,&nbsp;Viswa Colluru,&nbsp;Biswapriya B. Misra,&nbsp;Andrew Katz","doi":"10.1021/acs.jnatprod.6c00498","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00498","url":null,"abstract":"<p>Terpenoids are among the most chemically diverse natural product classes in the plant kingdom and are a source of numerous nature-inspired human medicines. One specific subclass, diterpenoids, defined by a C20 skeleton, includes attractive compounds such as the anticancer drug Taxol, the sweetener steviol, and the plant hormone gibberellin. One specialized group of <em>ent</em>-labdane (bicyclic) diterpenoids, primarily reported from the genus <em>Andrographis</em> (Acanthaceae), is the source of andrographolides, a diverse array of bioactive scaffolds with anti-inflammatory, antioxidant, anticancer, antimicrobial, and antihyperglycemic properties. Using high-throughput metabolomics, we set out to examine the molecular diversity within the Acanthaceae family, alongside other taxonomic lineages reported to accumulate diterpenoids. In a combined metabolomic investigation of 31 genera spanning Acanthaceae, Lamiaceae, and Poaceae, we annotated several reported andrographolide-type labdane diterpenoids and characteristic compounds unique to Acanthaceae. Integration of chemical, geographic, and taxonomic metadata with literature-driven assessments helped paint a chemotaxonomic and phylogeographic distribution map of andrographolide-type labdane diterpenoids across 163 countries. We found several species accumulate at least seven andrographolide-type compounds and another 17 labdane diterpenoids in our analysis. We conclude that labdane diterpenoid accumulation is more widespread, with multicontinental and shared evolutionary origins, than previously recognized.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 9","pages":"2436–2451"},"PeriodicalIF":3.7,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149152993","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Sesquiterpenoid Dimers from the Roots of Two Species of the Genus Inula with Cytotoxic Activity on Hepatocellular Carcinoma Cells 两种菊属植物对肝癌细胞具有细胞毒活性的倍半萜类二聚体
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-09-25 Epub Date: 2026-09-04 DOI: 10.1021/acs.jnatprod.6c00758
Feng Ju, Jianyu Xiang, Honghong Zhan, Yinda Qiu, Zhaoyue Dong, Fancheng Meng, Zhihua Liao, Min Chen
{"title":"Sesquiterpenoid Dimers from the Roots of Two Species of the Genus Inula with Cytotoxic Activity on Hepatocellular Carcinoma Cells","authors":"Feng Ju,&nbsp;Jianyu Xiang,&nbsp;Honghong Zhan,&nbsp;Yinda Qiu,&nbsp;Zhaoyue Dong,&nbsp;Fancheng Meng,&nbsp;Zhihua Liao,&nbsp;Min Chen","doi":"10.1021/acs.jnatprod.6c00758","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00758","url":null,"abstract":"<p>Guided by the feature-based molecular networking approach, twenty-five previously undescribed sesquiterpenoid dimers (SDs) designated Inulaenoids A−Y (<strong>1−4</strong>, <strong>8−25</strong>, and <strong>27−29</strong>) along with four known analogues were isolated from the roots of <em>Inula helenium</em> L. and <em>Inula racemosa</em> Hook. f. Their structures and absolute configuration were unambiguously elucidated by spectroscopic data, X-ray diffraction, and theoretical calculations. Structurally, compounds <strong>1−19</strong> are rare SDs featuring two eudesmane units directly constructed through C−C bonds, including C-13−C-13′, C-13−C-11′, C-11−C-13′, and through a previously undescribed C-13−C-8′ connection. Fifteen compounds (<strong>3</strong>, <strong>4</strong>, <strong>10</strong>, <strong>15−18</strong>, <strong>20−23</strong> and <strong>25−28</strong>) showed potent cytotoxic activity to Huh-7 and HepG2 cells with the IC<sub>50</sub> values ranging from 1.9 ± 0.1 to 20.2 ± 0.3 μM. Among them, four compounds (<strong>3</strong>, <strong>4</strong>, <strong>10</strong> and <strong>17</strong>) displayed binding to proto-oncogenic c-Fos. Notably, compound <strong>17</strong> exhibited the highest binding affinity to recombinant human c-Fos, thereby activating <em>TP53</em> transcription and subsequently driving BAX/Bcl2-mediated apoptosis in liver cancer cells. Taken together, this study expands the structural diversity of sesquiterpenoid dimers from genus <em>Inula</em> as novel c-Fos-targeting lead compounds, providing new insights for the development of natural product-based anti-hepatocellular carcinoma agents.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 9","pages":"2656–2681"},"PeriodicalIF":3.7,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149153152","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Marine Natural Product-Derived Tri-iodinated 2-Benzoylquinazolin-4(3H)-one Alkaloid as a Potent and Selective Agent against MRSA 海洋天然产物衍生的三碘化2-苯甲酰喹唑啉-4(3H)- 1生物碱作为抗MRSA的有效和选择性药物
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-09-25 Epub Date: 2026-08-12 DOI: 10.1021/acs.jnatprod.6c00727
Peng-Jie Li, Ji-Xiu Gao, Hao-Ran Li, Jing Sun, Cui-Fang Wang, Liu-Xia Lv, Mei-Yan Wei, Xin Liu, Jian-Yu Liu, Chang-Lun Shao
{"title":"Marine Natural Product-Derived Tri-iodinated 2-Benzoylquinazolin-4(3H)-one Alkaloid as a Potent and Selective Agent against MRSA","authors":"Peng-Jie Li,&nbsp;Ji-Xiu Gao,&nbsp;Hao-Ran Li,&nbsp;Jing Sun,&nbsp;Cui-Fang Wang,&nbsp;Liu-Xia Lv,&nbsp;Mei-Yan Wei,&nbsp;Xin Liu,&nbsp;Jian-Yu Liu,&nbsp;Chang-Lun Shao","doi":"10.1021/acs.jnatprod.6c00727","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00727","url":null,"abstract":"<p>Methicillin-resistant <em>Staphylococcus aureus</em> (MRSA) poses a significant threat to global public health. Marine natural products provide a rich source of novel chemical entities for tackling MRSA infections. In this study, a series of halogenated 2-benzoylquinazolin-4(3<em>H</em>)-one derivatives (<strong>1−48</strong>) was designed and synthesized by innovatively integrating halogen pharmacophores with the biologically validated marine alkaloid penipanoid C. Anti-MRSA assays revealed that the introduction of iodine atoms significantly enhanced the activity of this class of compounds. Compound <strong>48</strong> (CHNQD-01748), bearing three iodine atoms, exhibited the most significant and selective antibacterial effect against the MRSA strain with an MIC value of 4 μg/mL against the reference MRSA strain (ATCC 43300) and 8−16 μg/mL against three clinical isolates. Further investigations revealed that <strong>48</strong> possessed a sustained antibacterial effect, potent biofilm-disrupting and biofilm-inhibitory activity, a long half-life, and a favorable preliminary safety profile in the models tested. An in vivo antibacterial assay demonstrated that <strong>48</strong> had vancomycin-comparable efficacy against localized MRSA skin infections yet provided superior suppression of systemic dissemination, inhibiting bacterial loads by &gt;95% in the spleen, lung, and kidney. These findings showed the promising potential of <strong>48</strong> as a potent agent for the treatment of MRSA infections.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 9","pages":"2629–2642"},"PeriodicalIF":3.7,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149153142","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Hexacyclic 6/6/6/5/6/6 Spirosteroids Produced by a Marine-Derived Fungus Galactomyces pseudocandidus and Antifungal Activity against Candida Species 六环类6/6/6/5/6/6假假丝酵母产螺甾体及其对假丝酵母菌的抗真菌活性。
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-09-25 Epub Date: 2026-03-02 DOI: 10.1021/acs.jnatprod.6c00038
Hitoshi Kamauchi, Mikuru Kuroda, Mitsuaki Suzuki, Kanako Usui, Yuki Yatsui, Yuka Kiba, Masashi Kitamura, Yoshiaki Sugita
{"title":"Hexacyclic 6/6/6/5/6/6 Spirosteroids Produced by a Marine-Derived Fungus Galactomyces pseudocandidus and Antifungal Activity against Candida Species","authors":"Hitoshi Kamauchi,&nbsp;Mikuru Kuroda,&nbsp;Mitsuaki Suzuki,&nbsp;Kanako Usui,&nbsp;Yuki Yatsui,&nbsp;Yuka Kiba,&nbsp;Masashi Kitamura,&nbsp;Yoshiaki Sugita","doi":"10.1021/acs.jnatprod.6c00038","DOIUrl":"10.1021/acs.jnatprod.6c00038","url":null,"abstract":"<p>Two spirosteroids, epoformsterols A and B (<strong>1</strong> and <strong>2</strong>), featuring a highly fused 6/6/6/5/6/6 hexacyclic framework, were isolated from the marine-derived fungus <em>Galactomyces pseudocandidus</em>. The structures of <strong>1</strong> and <strong>2</strong> were elucidated by NMR, HRMS, and single-crystal X-ray diffraction. The absolute configuration of <strong>1</strong> was established by comparison of calculated and experimental ECD spectra, and that of <strong>2</strong> was assigned by ECD comparison with <strong>1</strong>. Compounds <strong>1</strong> and <strong>2</strong> exhibited inhibitory activity against <em>Candida auris</em> and <em>C. albicans</em> with MIC values of 3.12−12.5 μg/mL, and MFC/MIC ratios suggested a fungistatic mode of action. Both compounds also inhibited <em>C. rugosa</em> lipase (CRL) in a model enzyme assay, with IC<sub>50</sub> values of 5.7 and 8.9 μM, respectively. These results identify a distinctive class of fungal steroids with antifungal activity.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 9","pages":"2429–2435"},"PeriodicalIF":3.7,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147343074","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Lyngbyabellin Q, an Antimalarial Cyclic Peptide, and Its Acyclic Analog from a Cyanobacterial Biomat Dominated by Moorena sp. 一种以Moorena为主的蓝藻生物群的抗疟环肽Lyngbyabellin Q及其无环类似物
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-08-28 Epub Date: 2025-11-30 DOI: 10.1021/acs.jnatprod.6c00068
Ryo Koyama, Nao Tanaka, Aki Ishiyama, Aoi Kimishima, Natsumi Watanabe, Shunta Hara, Yukihiro Asami, Arihiro Iwasaki, Mary Beth
{"title":"Lyngbyabellin Q, an Antimalarial Cyclic Peptide, and Its Acyclic Analog from a Cyanobacterial Biomat Dominated by Moorena sp.","authors":"Ryo Koyama,&nbsp;Nao Tanaka,&nbsp;Aki Ishiyama,&nbsp;Aoi Kimishima,&nbsp;Natsumi Watanabe,&nbsp;Shunta Hara,&nbsp;Yukihiro Asami,&nbsp;Arihiro Iwasaki,&nbsp;Mary Beth","doi":"10.1021/acs.jnatprod.6c00068","DOIUrl":"10.1021/acs.jnatprod.6c00068","url":null,"abstract":"<p>Two new lyngbyabellin analogs, Q (<strong>1</strong>) and R (<strong>2</strong>), were isolated from a marine cyanobacterial biomat dominated by <em>Moorena</em> sp. Their structures were established primarily by a combination of spectroscopic analyses and degradation reactions. Lyngbyabellin Q (<strong>1</strong>) inhibited the growth of HeLa cells and disrupted actin dynamics. In addition, lyngbyabellin Q (<strong>1</strong>) exhibited potent antimalarial activity with an IC<sub>50</sub> value of 22 nM, and a new structure−activity relationship enhancing selectivity for the growth inhibition of <em>Plasmodium falciparum</em> over mammalian cells was identified.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 9","pages":"59–65"},"PeriodicalIF":3.7,"publicationDate":"2026-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147343044","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Characterization of Dapalides D and E and Genomic Comparison of the Two Co-Occurring Dapalide-Producing Dapis spp. Dapalides D和E的鉴定及两种共生产生Dapalides的dapapis的基因组比较。
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-08-28 Epub Date: 2026-08-12 DOI: 10.1021/acs.jnatprod.6c00607
Emma K. Ellis, Laura P. Ióca, Jie Liu, Manyun Chen, Steven D. Bruner, Yousong Ding, Valerie J. Paul, Mohamed S. Donia, Hendrik Luesch
{"title":"Characterization of Dapalides D and E and Genomic Comparison of the Two Co-Occurring Dapalide-Producing Dapis spp.","authors":"Emma K. Ellis,&nbsp;Laura P. Ióca,&nbsp;Jie Liu,&nbsp;Manyun Chen,&nbsp;Steven D. Bruner,&nbsp;Yousong Ding,&nbsp;Valerie J. Paul,&nbsp;Mohamed S. Donia,&nbsp;Hendrik Luesch","doi":"10.1021/acs.jnatprod.6c00607","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00607","url":null,"abstract":"<p>Marine cyanobacteria are a rich source of diverse bioactivenaturalproducts, targeting proteins involved in many diseases. Here, we combinedmetagenomic analysis to enhance the structure elucidation processof two new cyclodepsipeptides named dapalides D (<strong>1</strong>) andE (<strong>2</strong>) from a collection of a cyanobacterial mat containingmultiple <em>Dapis</em> species from Guam. Dapalides D/E arecomposed of 11 amino acids, including multiple identical units withdifferent configurations. Enantioselective amino acid identificationof the acid hydrolyzate established the identity of amino acids, includingthe configuration of α/β-stereogenic centers. Identificationand analysis of the dapalides D/E biosynthetic gene cluster from ametagenome-assembled genome aided the elucidation of α-configurationand establishment of the order of individual building blocks, collectivelyrevealing the total structure. Phylogenomic analysis indicates thatthe dapalides D/E producer belongs to <em>Dapis</em> sp. (<em>Dapis</em> sp. VPG23–80 MAG-2), which shares a 95.2% averagenucleotide identity with <em>Dapis</em> sp. VPG23–80MAG-1, the producer of dapalides A–C that cooccurs in the sameassemblage. Dapalide D (<strong>1</strong>) showed moderate growth inhibitoryactivity against various cancer cell lines. This work expands thedapalide structure class and further highlights the use of combinedchemical and metagenomic analyses for natural product structure elucidation.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 8","pages":"2373–2383"},"PeriodicalIF":3.7,"publicationDate":"2026-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148858915","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Curvulinic Acid–Gregatin Hybrids with Anti-inflammatory Activity from a Soil-Derived Fungus Penicillium sp. KYS-21 土源真菌青霉菌(Penicillium sp. KYS-21)具有抗炎活性的曲霉酸- gregatin杂种。
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-08-28 Epub Date: 2026-07-09 DOI: 10.1021/acs.jnatprod.6c00492
Du Chen, Xiang-Yu Liu, Ying Li, Chu-Hong Fang, Zhi-Pu Yu, Jin-Hai Yu, Jian-Min Yue
{"title":"Curvulinic Acid–Gregatin Hybrids with Anti-inflammatory Activity from a Soil-Derived Fungus Penicillium sp. KYS-21","authors":"Du Chen,&nbsp;Xiang-Yu Liu,&nbsp;Ying Li,&nbsp;Chu-Hong Fang,&nbsp;Zhi-Pu Yu,&nbsp;Jin-Hai Yu,&nbsp;Jian-Min Yue","doi":"10.1021/acs.jnatprod.6c00492","DOIUrl":"10.1021/acs.jnatprod.6c00492","url":null,"abstract":"<p>Chemicalinvestigation of the fungus <em>Penicillium</em> sp. KYS-21 resulted in the isolation of 16 new curvulinic acid–gregatinhybrids (CAGHs), penicurgretides A–P (<strong>1</strong>–<strong>16</strong>), together with the only known analogue (<strong>17</strong>) of this rare class of natural products. Their structures were unambiguouslydetermined by comprehensive spectroscopic analyses, ECD calculations,single-crystal X-ray diffraction, and the modified Mosher’smethod. These hybrids exhibit remarkable diversity, featuring a conserved <em>R</em>-configuration at C-5 but variable stereochemistry at otherchiral centers. The α,β,γ,δ-unsaturated ketonein the C-5 side chain was established as a critical pharmacophore,as penicurgretides A (<strong>1</strong>) and G (<strong>7</strong>), bearingthis moiety, exhibited moderate anti-inflammatory activity with IC<sub>50</sub> values of 2.94 ± 0.54 and 3.50 ± 0.52 μM,respectively. Mechanistic studies revealed that penicurgretide A (<strong>1</strong>) suppresses inflammation through inhibition of the NF-κBand mitogen-activated protein kinase signaling pathways, with in vivoefficacy confirmed by reducing nitric oxide and ROS production inan LPS-induced zebrafish model. These findings expand the structuraldiversity of CAGHs and highlight penicurgretide A (<strong>1</strong>)as a promising lead for anti-inflammatory drug development.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 8","pages":"2275–2290"},"PeriodicalIF":3.7,"publicationDate":"2026-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148409665","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Craterstatins A–D: Terpenyl-p-aminobenzoic Acids Produced by an Australian Pasture Soil-Derived Streptomyces sp. 克拉他汀类药物A-D:一种澳大利亚牧场土壤链霉菌产生的对氨基苯甲酸。
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-08-28 Epub Date: 2026-07-10 DOI: 10.1021/acs.jnatprod.6c00473
Shengbin Jin, David F. Bruhn, Erica Burkman, Yovany Moreno, Angela A. Salim, Taizong Wu, Waleed M. Hussein, Robert J. Capon
{"title":"Craterstatins A–D: Terpenyl-p-aminobenzoic Acids Produced by an Australian Pasture Soil-Derived Streptomyces sp.","authors":"Shengbin Jin,&nbsp;David F. Bruhn,&nbsp;Erica Burkman,&nbsp;Yovany Moreno,&nbsp;Angela A. Salim,&nbsp;Taizong Wu,&nbsp;Waleed M. Hussein,&nbsp;Robert J. Capon","doi":"10.1021/acs.jnatprod.6c00473","DOIUrl":"10.1021/acs.jnatprod.6c00473","url":null,"abstract":"<p>An investigation into Australian pasture soil-derivedmicrobesled to the prioritization of <em>Streptomyces</em> sp. S4S-00182A09due to the media extract ability to inhibit the motility of dog heartworm <em>Dirofilaria immitis</em> microfilariae (Mf), and as asource of natural products with molecular formula unprecedented inthe scientific literature. Fractionation of a scaled-up cultivationextract of S4S-00182A09 yielded the new terpenyl-<em>p</em>-aminobenzoic acids, craterstatins A–D (<strong>1–4</strong>), together with the known fatty acid, 2-hydroxy-12-methylmyristicacid (<strong>5</strong>). Structures were assigned to <strong>1–5</strong> on the basis of spectroscopic, ECD, and Marfey’s analyses,as well as biosynthetic considerations and chemical transformation.Of note, craterstatin A (<strong>1</strong>) proved unstable to storageand handling, especially under acidic conditions, undergoing facileconversion to the stereoisomeric dehydration products craterstatinsB (<strong>2</strong>) and C (<strong>3</strong>) that feature an unprecedentedcarbo-heterocyclic framework, with <strong>3</strong> undergoing quantitativeconversion to <strong>2</strong> on storage. While the craterstatins <strong>1–4</strong> did not exhibit anthelmintic activity against <em>D. immitis</em> (EC<sub>50</sub> &gt; 100 μM), weakactivity displayed by the hydroxylated fatty acid <strong>5</strong> promptedscreening of a library of synthetic hydroxy fatty acids <strong>6–11</strong>, which revealed modest inhibitory activity for (±)-3-hydroxyundecanoicacid (<strong>6</strong>), (±)-3-hydroxytetradecanoic acid (<strong>7</strong>), and (±)-3-hydroxypentadecanoic acid (<strong>8</strong>) (EC<sub>50</sub> 16.3, 28.2, and 19.0 μM, respectively).</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 8","pages":"2291–2299"},"PeriodicalIF":3.7,"publicationDate":"2026-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148417036","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Phenolmacrolide A, a Benzenoid Ansamycin from Marine-Derived Streptomyces olivaceus NBUA17 with In Vitro Antipancreatic Cancer Activity, Targets EEF1A2 来自海洋橄榄链霉菌NBUA17的苯类安霉素,具有体外抗胰腺癌活性,靶向EEF1A2。
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-08-28 Epub Date: 2026-07-15 DOI: 10.1021/acs.jnatprod.6c00567
Fangjian Feng, Ran Wang, Zhiran Ju, Haixiao Jin, Zizhen Si, Yuxuan Mo, J. Enrico H. Lazaro, Wenhan Lin, C. Benjamin Naman, Bin Wu, Guanjun Yang, Shan He, and Lijian Ding
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